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Enzymatic synthesis of phenylpyruvic acid labeled with deuterium, tritium, and carbon-14

✍ Scribed by Katarzyna Skowera; Marianna Kańska

Publisher
John Wiley and Sons
Year
2008
Tongue
French
Weight
115 KB
Volume
51
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The synthesis of isotopomers of phenylpyruvic acid, PPA, selectively labeled with hydrogen isotopes in the 3‐position of the side‐chain is reported. Three deuterium or tritium labeled isotopomers of L‐phenylalanine, L‐Phe, i.e. [(3__S__)‐^2^H]‐L‐, [(3__S__)‐^3^H]‐L‐, and doubly labeled [(3__S__)‐^2^H/^3^H]‐L‐Phe were synthesized using the enzyme phenylalanine ammonia lyase (EC 4.3.1.5). In the second step these isotopomers of L‐Phe were converted into [(3S)‐^2^H], [(3__S__)‐^3^H]‐, and [(3__S__)‐^2^H/^3^H]‐isotopomers of PPA using the enzyme L‐phenylalanine dedydrogenase (EC 1.4.1.20). The isotopomer of PPA labeled with ^14^C in carboxylic group, [1‐^14^C]‐PPA, was obtained in a two‐step enzymatic reaction using [1‐^14^C]‐cinnamic acid as the starting substrate. Copyright © 2008 John Wiley & Sons, Ltd.

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